• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

硒叶立德与 1-(1-炔基)环丙基酮和亲电试剂反应,高立体选择性合成高取代的 1,2-烯丙基酮、呋喃和 2-炔基酮。

Chemoselective synthesis of highly substituted 1,2-allenyl ketones, furans, and 2-alkynyl ketones from reaction of lithium selenolates with 1-(1-alkynyl)cyclopropyl ketones and electrophiles.

机构信息

Department of Chemistry, Zhejiang University (Xixi Campus), Hangzhou, Zhejiang, PR China.

出版信息

Org Biomol Chem. 2012 May 14;10(18):3705-14. doi: 10.1039/c2ob25071c. Epub 2012 Apr 3.

DOI:10.1039/c2ob25071c
PMID:22495735
Abstract

A homo-Michael addition reaction of lithium selenolates with 1-(1-alkynyl)cyclopropyl ketones and the subsequent reaction with electrophiles such as PhSeBr, NFSI and NCS is reported. Based on the nature of electrophiles, this reaction may afford highly substituted 1,2-allenyl ketones or furans (E(+) = PhSe(+)) and 2-alkynyl ketones (E(+) = F(+), Cl(+), active halides) as the final products, respectively.

摘要

报道了锂硒醇盐与 1-(1-炔基)环丙基酮的同迈克尔加成反应,以及随后与亲电试剂如 PhSeBr、NFSI 和 NCS 的反应。根据亲电试剂的性质,该反应可能得到高取代的 1,2-烯基酮或呋喃(E(+) = PhSe(+))和 2-炔基酮(E(+) = F(+)、Cl(+)、活性卤化物)作为最终产物。

相似文献

1
Chemoselective synthesis of highly substituted 1,2-allenyl ketones, furans, and 2-alkynyl ketones from reaction of lithium selenolates with 1-(1-alkynyl)cyclopropyl ketones and electrophiles.硒叶立德与 1-(1-炔基)环丙基酮和亲电试剂反应,高立体选择性合成高取代的 1,2-烯丙基酮、呋喃和 2-炔基酮。
Org Biomol Chem. 2012 May 14;10(18):3705-14. doi: 10.1039/c2ob25071c. Epub 2012 Apr 3.
2
Unexpected formation of (E)-4-alkene 1,3-diketones from the three-component reaction of lithium selenolates with 1-(1-alkynyl)cyclopropyl ketones and aldehydes.硒化锂与 1-(1-炔基)环丙基酮和醛的三组分反应意外生成(E)-4-烯烃 1,3-二酮。
J Org Chem. 2011 Jul 15;76(14):5598-605. doi: 10.1021/jo2005439. Epub 2011 Jun 14.
3
Rh(I)-catalyzed regio- and stereospecific carbonylation of 1-(1-alkynyl)cyclopropyl ketones: a modular entry to highly substituted 5,6-dihydrocyclopenta[c]furan-4-ones.铑(I)催化的1-(1-炔基)环丙基酮的区域和立体特异性羰基化反应:一种合成高度取代的5,6-二氢环戊并[c]呋喃-4-酮的模块化方法。
Chemistry. 2009;15(21):5208-11. doi: 10.1002/chem.200900413.
4
Tetrasubstituted furans by a Pd(II)-catalyzed three-component Michael addition/cyclization/cross-coupling reaction.通过钯(II)催化的三组分迈克尔加成/环化/交叉偶联反应合成四取代呋喃。
Angew Chem Int Ed Engl. 2008;47(10):1903-6. doi: 10.1002/anie.200704531.
5
Michael addition of ortho-lithiated aryloxiranes to alpha,beta-unsaturated malonates: synthesis of tetrahydroindenofuranones.邻位锂化芳基环氧乙烷与α,β-不饱和丙二酸酯的迈克尔加成反应:四氢茚并呋喃酮的合成
Org Lett. 2008 May 15;10(10):1947-50. doi: 10.1021/ol800437s. Epub 2008 Apr 19.
6
Diastereoselective synthesis of cycloheptadienol derivatives by a formal [5+2] carbocyclization reaction of alpha,beta,gamma,delta-diunsaturated (methoxy)carbene complexes with methyl ketone lithium enolates.通过α,β,γ,δ-二不饱和(甲氧基)卡宾配合物与甲基酮锂烯醇盐的形式[5+2]碳环化反应非对映选择性合成环庚二烯醇衍生物。
Angew Chem Int Ed Engl. 2004 Oct 18;43(41):5510-3. doi: 10.1002/anie.200460547.
7
Aldehydes and ketones form intermediate π complexes with the Gilman reagent, Me2CuLi, at low temperatures in tetrahydrofuran.醛和酮在低温下与吉尔曼试剂(Me2CuLi)在四氢呋喃中形成中间体π络合物。
J Am Chem Soc. 2013 Jul 3;135(26):9656-8. doi: 10.1021/ja404105u. Epub 2013 Jun 18.
8
Gold(I)-catalyzed reaction of 1-(1-alkynyl)-cyclopropyl ketones with nucleophiles: a modular entry to highly substituted furans.金(I)催化的1-(1-炔基)-环丙基酮与亲核试剂的反应:通往高度取代呋喃的模块化途径。
Angew Chem Int Ed Engl. 2006 Oct 13;45(40):6704-7. doi: 10.1002/anie.200601252.
9
Diastereoselective, vinylogous mukaiyama aldol additions of silyloxy furans to cyclic ketones: annulation of butenolides and gamma-lactones.硅氧基呋喃与环状酮的非对映选择性、乙烯基化向山羟醛加成反应:丁烯内酯和γ-内酯的环化反应
Org Lett. 2006 Jul 6;8(14):2909-12. doi: 10.1021/ol060534q.
10
Tandem addition/cyclization reaction of organozinc reagents to 2-alkynyl aldehydes: highly efficient regio- and enantioselective synthesis of 1,3-dihydroisobenzofurans and tetrasubstituted furans.有机锌试剂与2-炔基醛的串联加成/环化反应:1,3-二氢异苯并呋喃和四取代呋喃的高效区域和对映选择性合成
J Org Chem. 2008 Apr 4;73(7):2947-50. doi: 10.1021/jo800029m. Epub 2008 Mar 4.